65582-58-3Relevant academic research and scientific papers
Regioselective AlPO4-Al2O3 Promoted Ring-Opening of 2,3-Epoxy Esters
Riego, Juan,Costa, Antonio,Saa, Jose Manuel
, p. 1565 - 1568 (2007/10/02)
Synthesic AlPO4-Al2O3 promotes regioselective ring-opening of 2,3-epoxy esters by some oxygen and sulphur nucleophiles.Ritter type ring-opening with acetonitrile allowed the regioselective introduction of the acetamido group.
Reaction of 1,3-dioxolans with Iodine Monochloride: the Scope and Mechanism of Formation of 1,3-dioxolan-2-ylium Dichloroiodates(I)
Goosen, Andre,McCleland, Cedric W.
, p. 977 - 983 (2007/10/02)
Treatment of a series of 2-substituted-4,4,5,5-tetramethyl-1,3-dioxolanes with iodine monochloride afforded the appropriate 2-substituted-4,4,5,5-tetramethyl-1,3-dioxolan-2-ylium dichloroiodate(I) salts in excellent yields.In contrast to the stable 2-aryl-substituted salts, the 2-alkyl and unsubstituted derivatives were relatively labile.While 2-phenyl-1,3-dioxolan and 2-phenyl-1,3-dioxan afforded low yields of unstable salts,crystalline products could not be isolated from 4,5-disubstituted dioxolans.The reaction was inhibited by electron-withdrawing 4- and 5-substituents.From a study of the effects of photolysis and added iodine, the mechanism is proposed to involve a hydride ion transfer.Possible reasons for the formation of dichloroiodate(I) rather then monohalide salts, are outlined.The stability of the 2-aryl-substituted salts is dicussed in terms of charge distribution in the cation and possible aryl-anion interactions.
